A sustainable strategic approach for N-alkylation of amines with activation of alcohols triggered via a hydrogen auto-transfer reaction using a Pd(ii) complex: evidence for metal–ligand cooperativity
new well-defined, air-stable, phosphine free palladium(II) [Pd(L)Cl] (1) catalyst. This catalyst was utilized for N-alkylation of amines and indole synthesis where H2O was found to be the by-product. A broad range of aromaticamines were alkylated using this homogeneous catalyst with a catalyst loading of 0.1 mol%. Greener aromatic and aliphatic primary alcohols were utilized and a hydrogen auto-transfer
这项工作描述了一种新的结构明确、空气稳定、不含磷的钯( II )[Pd( L )Cl]( 1 )催化剂。该催化剂用于胺的N-烷基化和吲哚合成,其中发现 H 2 O 是副产物。使用这种催化剂负载量为 0.1 mol% 的均相催化剂对多种芳香胺进行烷基化。使用更环保的芳香族和脂肪族伯醇,并研究了通过金属-配体合作方法的氢自动转移策略。含抗组胺药分子三苯胺的前体以克级合成,以实现当前合成方法的大规模应用。进行了许多对照实验来研究可能的反应途径,这些实验的结果表明偶氮发色团在催化循环期间作为氢储存库。
Copper N-Heterocyclic Carbene: A Catalyst for Aerobic Oxidation or Reduction Reactions
作者:Le-Wu Zhan、Lei Han、Ping Xing、Biao Jiang
DOI:10.1021/acs.orglett.5b02756
日期:2015.12.18
Copper N-heterocyclic carbene complexes can be readily used as catalysts for both aerobic oxidation of alcohols to aldehydes and reduction of imines to amines. Our methodology is universal for aromatic substrates and shows versatile tolerance to potential cascade reactions. A one-pot tandem synthetic strategy could afford useful imines and secondary amines via an oxidation-reduction-strategy.